HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonia → 2-[4-[(2-amino-5-butoxy-4-iminocyclohexa-2,5-dien-1-ylidene)amino]-N-(2-hydroxyethyl)anilino]ethanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Hydrogen Peroxide | HCID 784 | — |
| Reactant | 1,3-Benzenediamine, 4-butoxy-, dihydrochloride | HCID 153694 | — |
| Reactant | N-Ethyl-N-isopropyl-p-phenylenediamine hydrochloride | HCID 16211123 | — |
| Solvent | Water | HCID 962 | — |
| Product | 2-[4-[(2-amino-5-butoxy-4-iminocyclohexa-2,5-dien-1-ylidene)amino]-N-(2-hydroxyethyl)anilino]ethanol | HCID 140662836 | — |
Reaction Steps
To a solution of 0.925 g (0.003 mol) of N-ethyl-N-isopropyl-4-aminoaniline hydrochloride and 0.76 g (0.003 mol) of 4-butoxybenzene-1,3-diamine dihydrochloride in 2 ml of water and 6 ml of ethanol, brought to pH 9.5 with 20% aqueous ammonia, are added 10.2 ml of 6% aqueous hydrogen peroxide solution. After stirring for 24 hours at room temperature, the ethanol is removed and the coupling product formed is extracted with butanol. After removal of the butanol under vacuum, the gummy residue is taken up in ethyl acetate and then in ether. 0.470 g of 2-[[4-(2-amino-5-butoxy-4-iminocyclohexa-2,5-dienylideneamino)phenyl](2-hydroxyethyl)amino]ethanol 10 is obtained in the form of a blue-black powder after drying.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09226883B2 |
| Source dataset | uspto-grants-2016_01 |
| ORD ID | ord-00d1f0ebe0fa4bef90831e3d948b2145 |
| Source note | uspto-grants-2016_01 |